Movoto Real Estate

Winchester Real Estate & Winchester, KY Homes For Sale | Page 5

242 Homes
 
377 Crescent Ave, Winchester, KY 40391
  • $239,900
  • 3Bd
  • 2Ba
  • 1,533 Sq Ft
23 Windridge Dr, Winchester, KY 40391
  • $319,900
  • 3Bd
  • 2Ba
  • 1,858 Sq Ft
2195 Pretty Run Rd, Winchester, KY 40391
  • $460,000
  • 3Bd
  • 2Ba
  • 2,062 Sq Ft
1137 Lafayette Blvd, Winchester, KY 40391
  • $489,000
  • 4Bd
  • 4Ba
  • 3,584 Sq Ft
325 Essex Ct, Winchester, KY 40391
  • $195,000
  • 2Bd
  • 2Ba
  • 1,188 Sq Ft
41 Hiawatha Trl, Winchester, KY 40391
  • $168,000
  • 3Bd
  • 1Ba
  • 950 Sq Ft
13 Long Ave, Winchester, KY 40391
  • $219,000
  • 3Bd
  • 2Ba
  • 1,297 Sq Ft
406 Lynnway Dr, Winchester, KY 40391
  • $410,000
  • 4Bd
  • 2Ba
  • 2,435 Sq Ft
224 W Hickman St, Winchester, KY 40391
  • $300,000
  • 4Bd
  • 2Ba
  • 2,479 Sq Ft
38 Mackay Ave, Winchester, KY 40391
  • $204,900
  • 3Bd
  • 1Ba
  • 1,128 Sq Ft
227 Leslie Dr, Winchester, KY 40391
  • $234,900
  • 3Bd
  • 2Ba
  • 1,108 Sq Ft
316 Buffalo Trce, Winchester, KY 40391
  • $272,900
  • 3Bd
  • 2Ba
  • 1,356 Sq Ft
47 Hughes Ave, Winchester, KY 40391
  • $220,000
  • 2Bd
  • 2Ba
  • 1,039 Sq Ft
221 S Highland St, Winchester, KY 40391
  • $239,000
  • 6Bd
  • 3Ba
  • 3,007 Sq Ft
209 Connie Ln, Winchester, KY 40391
  • $299,900
  • 4Bd
  • 3Ba
  • 1,840 Sq Ft
5127 Combs Ferry Rd, Winchester, KY 40391
  • $219,000
  • 8.03 Acre
608 Colby Rd, Winchester, KY 40391
  • $360,000
  • 3Bd
  • 3Ba
  • 1,803 Sq Ft
119 Gibson Way, Winchester, KY 40391
  • $344,900
  • 4Bd
  • 3Ba
  • 2,325 Sq Ft
665 Lillies Ferry Rd, Winchester, KY 40391
  • $545,000
  • —Bd
  • —Ba
600 Boone Ave, Winchester, KY 40391
  • $519,900
  • 4Bd
  • 5Ba
  • 4,173 Sq Ft
590 Craig Xing, Winchester, KY 40391
  • $152,500
  • 2.66 Acre
205 Providence Ln, Winchester, KY 40391
  • $269,900
  • 3Bd
  • 1Ba
  • 1,644 Sq Ft
16 Manor Dr, Winchester, KY 40391
  • $499,900
  • 4Bd
  • 3Ba
  • 5,646 Sq Ft
103 Yorktowne Ct, Winchester, KY 40391
  • $130,000
  • 3Bd
  • 1Ba
  • 1,150 Sq Ft
175 Magnolia St, Winchester, KY 40391
  • $169,000
  • 3Bd
  • 1Ba
  • 1,046 Sq Ft
2996 Irvine Rd, Winchester, KY 40391
  • $175,000
  • 11.36 Acre
117 4th St, Winchester, KY 40391
  • $10,000
  • 0.17 Acre
160 Rector Ln, Winchester, KY 40391
  • $84,900
  • 3.39 Acre
208 4th St, Winchester, KY 40391
  • $130,000
  • 2Bd
  • 1Ba
  • 1,254 Sq Ft
155 Spring Ridge Way, Winchester, KY 40391
  • $188,500
  • 12.1 Acre
130 E Broadway St, Winchester, KY 40391
  • $220,000
  • 4Bd
  • 3Ba
  • 2,445 Sq Ft
500 Hidden Hills Way, Winchester, KY 40391
  • $204,900
  • 3Bd
  • 2Ba
  • 1,120 Sq Ft
104 Bella Shae Way, Winchester, KY 40391
  • $591,650
  • 3Bd
  • 3Ba
  • 2,200 Sq Ft
75 4th St, Winchester, KY 40391
  • $10,000
  • 0.06 Acre
270 Evergreen Dr, Winchester, KY 40391
  • $380,000
  • 3Bd
  • 2Ba
  • 1,677 Sq Ft
205 Evergreen Dr, Winchester, KY 40391
  • $395,000
  • 3Bd
  • 2Ba
  • 1,855 Sq Ft
250 Evergreen Dr, Winchester, KY 40391
  • $430,000
  • 3Bd
  • 2Ba
  • 1,855 Sq Ft
1185 Craig Crossing Rd, Winchester, KY 40391
  • $110,000
  • 2.06 Acre
507 Tech Dr, Winchester, KY 40391
  • $1,200
  • 2.57 Acre
360 N Middletown Rd, Winchester, KY 40391
  • $329,500
  • 3Bd
  • 2Ba
  • 1,792 Sq Ft
271 April Way, Winchester, KY 40391
  • $215,000
  • 2Bd
  • 2Ba
  • 1,120 Sq Ft
374 N Middletown Rd, Winchester, KY 40391
  • $329,500
  • 3Bd
  • 2Ba
  • 1,719 Sq Ft
See More Homes
Adjust filters to expand your search.
201 - 242 of 242 Homes for sale in Winchester, KY
1 2 3 4 5
By entering my info and clicking Submit below, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Explore nearby locations

The prices shown are the median list prices.

Narrow your search

Winchester, KY real estate market trends

Statistics as of September 2026
$304K
Avg. list price
$176/Sqft
Avg. price/sqft
174
Homes for sale
1,792 Sqft
Avg. home size
95 Days
Avg. days on market
Movoto makes it easy to track market trends in Winchester, KY. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winchester, KY?
Schools
Winchester, KY Schools. Ratings provided by great school See all…

Frequently Asked Questions about Winchester, KY

Meet with a real estate agent today (844) 417-0593
  • Movoto Logo
  • Download IOS APP Download Android APP
The multiple listing information is provided by Imagine MLS system. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Imagine MLS, Real estate listings held by IDX Brokerage firms other than Movoto's are marked with the IDX Logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX Brokers. Data deemed reliable but not guaranteed and should be independently verified. ©2026 Imagine MLS. All rights reserved
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.